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Cheap flights from Illinois to Anguilla from $474

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Anguilla departing on 7/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Illinois to Anguilla

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:59 pm - 1:11 pm
ORD
-
AXA
18h 12m
1 stop
American Airlines Logo
1:56 pm - 10:01 pm
AXA
-
ORD
9h 05m
1 stop
$794American Airlines
Sat, Jul 25 - Sat, Aug 1
American Airlines Logo
9:29 pm - 1:11 pm
ORD
-
AXA
14h 42m
2 stops
American Airlines Logo
1:56 pm - 12:26 am
AXA
-
ORD
11h 30m
1 stop
$799American Airlines
Sat, Jul 25 - Sat, Aug 1
American Airlines Logo
5:59 pm - 1:11 pm
ORD
-
AXA
18h 12m
1 stop
American Airlines Logo
1:56 pm - 10:01 pm
AXA
-
ORD
9h 05m
1 stop
$824American Airlines
Sat, Jul 25 - Sat, Aug 1
American Airlines Logo
9:29 pm - 1:11 pm
ORD
-
AXA
14h 42m
2 stops
American Airlines Logo
12:40 pm - 12:01 am
AXA
-
ORD
12h 21m
2 stops
$829American Airlines
Sat, Jul 25 - Sat, Aug 1
American Airlines Logo
5:00 am - 4:19 pm
ORD
-
AXA
10h 19m
1 stop
American Airlines Logo
4:59 pm - 12:26 am
AXA
-
ORD
8h 27m
1 stop
$894American Airlines
Tue, Jul 7 - Wed, Jul 22
American Airlines Logo
6:59 am - 4:19 pm
ORD
-
AXA
8h 20m
1 stop
American Airlines Logo
4:59 pm - 7:38 am
AXA
-
ORD
15h 39m
2 stops
$899American Airlines
Tue, Jul 7 - Wed, Jul 22

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American Airlines flights from Illinois to Anguilla

Our best American Airlines deals on Illinois to Anguilla flight tickets
American Airlines
Jul 25
ORD5:59 pmChicago O'Hare Intl
18h 12m
1 stop
AXA1:11 pmThe Valley Wallblake Intl
Aug 1
AXA1:56 pmThe Valley Wallblake Intl
9h 05m
1 stop
ORD10:01 pmChicago O'Hare Intl
$794
American Airlines
Jul 25
ORD9:29 pmChicago O'Hare Intl
14h 42m
2 stops
AXA1:11 pmThe Valley Wallblake Intl
Aug 1
AXA1:56 pmThe Valley Wallblake Intl
11h 30m
1 stop
ORD12:26 amChicago O'Hare Intl
$799
American Airlines
Jul 25
ORD5:59 pmChicago O'Hare Intl
18h 12m
1 stop
AXA1:11 pmThe Valley Wallblake Intl
Aug 1
AXA1:56 pmThe Valley Wallblake Intl
9h 05m
1 stop
ORD10:01 pmChicago O'Hare Intl
$824

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 2, 2026.
Use the filters below to find and compare flights from Illinois to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 7/25

5:59 pm-1:11 pm

1 stop18h 12m

The Valley Wallblake Intl

Sat 8/1

1:56 pm-10:01 pm

1 stop9h 05m

$794

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 7/25

9:29 pm-1:11 pm

2 stops14h 42m

The Valley Wallblake Intl

Sat 8/1

1:56 pm-12:26 am

1 stop11h 30m

$799

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 7/25

5:59 pm-1:11 pm

1 stop18h 12m

The Valley Wallblake Intl

Sat 8/1

1:56 pm-10:01 pm

1 stop9h 05m

$824

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 7/25

9:29 pm-1:11 pm

2 stops14h 42m

The Valley Wallblake Intl

Sat 8/1

12:40 pm-12:01 am

2 stops12h 21m

$829
Quickest round-trip

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 7/7

5:00 am-4:19 pm

1 stop10h 19m

The Valley Wallblake Intl

Wed 7/22

4:59 pm-12:26 am

1 stop8h 27m

$894

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 7/7

6:59 am-4:19 pm

1 stop8h 20m

The Valley Wallblake Intl

Wed 7/22

4:59 pm-7:38 am

2 stops15h 39m

$899
Cheapest one-way

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 7/11

1:40 am-1:10 pm

3 stops34h 30m

$474

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 7/11

12:44 am-10:15 am

2 stops32h 31m

$486
Quickest one-way

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 7/7

5:00 am-1:11 pm

1 stop7h 11m

$490

ChicagoThe Valley

MDW - AXA

MDWAXA

Chicago Midway

Sun 7/12

8:23 pm-1:35 pm

3 stops40h 12m

$944

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Anguilla from

How to get the cheapest flight ticket from Illinois to Anguilla

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Illinois to Anguilla?

American Airlines is the most popular carrier operating from Illinois to Anguilla

Cheap Illinois to Anguilla flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Anguilla

Fastest flight time

7h 55m

Direct flights

None
The fastest flight from Illinois to Anguilla takes 7h 55m
There are no direct flights from Illinois to Anguilla. There are no popular flight routes from Illinois to Anguilla.
Search flight deals

Frequently asked questions about flying from Illinois to Anguilla

  • When did momondo last update prices for flights from Illinois to Anguilla?

    Prices for flights from Illinois to Anguilla refresh daily.

  • How many operators does momondo search for flights from Illinois to Anguilla?

  • How old do you have to be to fly from Illinois to Anguilla?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Anguilla.

  • What documentation or ID do you need to fly to Anguilla?

    The required travel and health documents for your Anguilla trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Anguilla. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Anguilla

Compare and see reviews for airlines that fly from Illinois to Anguilla with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $529Free CancellationRating
7.1
11,769 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Anguilla?

It is quick and easy to find Illinois to Anguilla flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Anguilla that suits you.

Can I find flights from Illinois to Anguilla with flexible booking policies on momondo?

All flight searches from Illinois to Anguilla on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Illinois to Anguilla?

momondo provides multiple filters to help you find the best flight to Anguilla from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Illinois to Anguilla right now. Can momondo alert me if prices change?

Price alerts on flights to Anguilla from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to Anguilla

Popular cities in Anguilla

Popular flights according to clicks in the last 7 days on momondo
Flights to The Valleyfrom $622